Norwogonin (BioDeep_00000270596)

 

Secondary id: BioDeep_00000002772

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4H-1-Benzopyran-4-one, 2-phenyl-5,7,8-trihydroxy- (9CI)

化学式: C15H10O5 (270.0528)
中文名称: 去甲汉黄芩素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 40%

分子结构信息

SMILES: C1(O)=C(O)C2OC(C3C=CC=CC=3)=CC(=O)C=2C(O)=C1
InChI: InChI=1S/C15H10O5/c16-9-6-11(18)14(19)15-13(9)10(17)7-12(20-15)8-4-2-1-3-5-8/h1-7,16,18-19H

描述信息

Norwogonin is a trihydroxyflavone with the hydroxy groups at positions C-5, -7 and -8. It has a role as an antioxidant and a metabolite.
Norwogonin is a natural product found in Scutellaria discolor, Scutellaria strigillosa, and other organisms with data available.
A trihydroxyflavone with the hydroxy groups at positions C-5, -7 and -8.
Norwogonin, isolated from Scutellaria baicalensis Georgi, possesses antiviral activity against Enterovirus 71 (EV71) with an IC50 of 31.83 μg/ml[1]
Norwogonin, isolated from Scutellaria baicalensis Georgi, possesses antiviral activity against Enterovirus 71 (EV71) with an IC50 of 31.83 μg/ml[1]

同义名列表

29 个代谢物同义名

4H-1-Benzopyran-4-one, 2-phenyl-5,7,8-trihydroxy-; 2-Phenyl-5,7,8-trihydroxy-4H-1-benzopyran-4-one; 5,7,8-TRIHYDROXY-2-PHENYL-4H-1-BENZOPYRAN-4-ONE; 5,7,8-Trihydroxy-2-phenyl-4H-chromen-4-one; 4-DIMETHYLAMINO-4-ETHYLSTILBAZOLIUMIODIDE; 5,7,8-trihydroxy-2-phenyl-chromen-4-one; 5,7,8-trihydroxy-2-phenylchromen-4-one; FLAVONE, 5,7,8-TRIHYDROXY-; TRIHYDROXYFLAVONE, 5,7,8-; 7,8,4-trihydroxyflavone; 5,7,8-Trihydroxyflavone; 5,7,8-hydroxyflavone; UNII-70U0WT21IB; nor-wogonin; Norwogonin; 70U0WT21IB; isowogonin; 4H-1-Benzopyran-4-one, 2-phenyl-5,7,8-trihydroxy- (9CI); 5,7,8-trihydroxy-2-phenyl-4-chromenone; 5,7,8-trihydroxy-2-phenyl-chromone; AIDS-016591; BRN 0272168; AIDS016591; NSC 128304; NSC128304; 4443-09-8; ST5309217; C10113; Norwogonin



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

56 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 15 ADIG, AKT1, ANXA5, BCL2, CASP3, CAT, CCNB1, CCND1, CDK1, HIF1A, MAPK1, PIK3CA, PTPRF, STAT3, VEGFA
Peripheral membrane protein 1 ANXA5
Endoplasmic reticulum membrane 2 BCL2, CDK1
Nucleus 13 ADIG, AKT1, BCL2, CASP3, CCNB1, CCND1, CDK1, FOS, HIF1A, JUN, MAPK1, STAT3, VEGFA
cytosol 13 AKT1, ANXA5, BCL2, CASP3, CAT, CCNB1, CCND1, CDK1, FOS, HIF1A, MAPK1, PIK3CA, STAT3
nuclear body 1 HIF1A
centrosome 4 CCNB1, CCND1, CDK1, MAPK1
nucleoplasm 10 AKT1, CASP3, CCNB1, CCND1, CDK1, FOS, HIF1A, JUN, MAPK1, STAT3
RNA polymerase II transcription regulator complex 4 FOS, HIF1A, JUN, STAT3
Cell membrane 2 AKT1, TNF
lamellipodium 2 AKT1, PIK3CA
Synapse 1 MAPK1
cell cortex 1 AKT1
cell surface 2 TNF, VEGFA
glutamatergic synapse 2 AKT1, CASP3
Golgi apparatus 2 MAPK1, VEGFA
Golgi membrane 1 INS
neuronal cell body 3 CASP3, PTPRF, TNF
postsynapse 1 AKT1
sarcolemma 1 ANXA5
plasma membrane 6 AKT1, MAPK1, PIK3CA, PTPRF, STAT3, TNF
Membrane 9 ADIG, AKT1, ANXA5, BCL2, CAT, CCNB1, CDK1, PTPRF, VEGFA
caveola 1 MAPK1
extracellular exosome 4 ANXA5, CAT, CDK1, PTPRF
endoplasmic reticulum 3 BCL2, FOS, VEGFA
extracellular space 4 IL6, INS, TNF, VEGFA
perinuclear region of cytoplasm 1 PIK3CA
adherens junction 1 VEGFA
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CAT, CDK1, MAPK1
protein-containing complex 4 AKT1, BCL2, CAT, HIF1A
intracellular membrane-bounded organelle 1 CAT
postsynaptic density 1 CASP3
Secreted 4 ADIG, IL6, INS, VEGFA
extracellular region 8 ADIG, ANXA5, CAT, IL6, INS, MAPK1, TNF, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 3 ADIG, BCL2, PTPRF
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 3 CAT, CCNB1, CDK1
transcription regulator complex 2 JUN, STAT3
motile cilium 1 HIF1A
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 CDK1, MAPK1
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 2 ANXA5, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
microtubule cytoskeleton 1 AKT1
axon cytoplasm 1 HIF1A
midbody 1 CDK1
Early endosome 1 MAPK1
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Membrane raft 1 TNF
pore complex 1 BCL2
Cell junction, focal adhesion 1 MAPK1
Cytoplasm, cytoskeleton, spindle 1 MAPK1
focal adhesion 3 ANXA5, CAT, MAPK1
spindle 2 AKT1, MAPK1
extracellular matrix 1 VEGFA
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
nuclear speck 1 HIF1A
Late endosome 1 MAPK1
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTPRF
ciliary basal body 1 AKT1
chromatin 4 FOS, HIF1A, JUN, STAT3
phagocytic cup 1 TNF
mitotic spindle 2 CDK1, MAPK1
cytoskeleton 1 MAPK1
spindle pole 1 CCNB1
chromosome, telomeric region 1 CDK1
nuclear chromosome 1 JUN
endosome lumen 1 INS
Lipid droplet 1 ADIG
Membrane, caveola 1 MAPK1
Nucleus speckle 1 HIF1A
euchromatin 2 HIF1A, JUN
myelin sheath 1 BCL2
pseudopodium 1 MAPK1
ficolin-1-rich granule lumen 2 CAT, MAPK1
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, MAPK1
nuclear matrix 1 FOS
transcription repressor complex 1 CCND1
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule lumen 1 MAPK1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
outer kinetochore 1 CCNB1
vesicle membrane 1 ANXA5
protein-DNA complex 1 FOS
spindle microtubule 1 CDK1
death-inducing signaling complex 1 CASP3
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDK1
transcription factor AP-1 complex 2 FOS, JUN
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 2 CCNB1, CDK1
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Zhang Wang, Qinqin Zhang, Ling Zhou, Gao Liu, Quanfeng Wu, Changwang Chen. Norwogonin flavone suppresses the growth of human colon cancer cells via mitochondrial mediated apoptosis, autophagy induction and triggering G2/M phase cell cycle arrest. Journal of B.U.ON. : official journal of the Balkan Union of Oncology. 2020 May; 25(3):1449-1454. doi: . [PMID: 32862589]
  • Yelin Kang, Bong-Gyu Kim, Sunghoon Kim, Youngshim Lee, Youngdae Yoon. Inhibitory potential of flavonoids on PtdIns(3,4,5)P3 binding with the phosphoinositide-dependent kinase 1 pleckstrin homology domain. Bioorganic & medicinal chemistry letters. 2017 02; 27(3):420-426. doi: 10.1016/j.bmcl.2016.12.051. [PMID: 28049590]
  • Bo-Eun Kwon, Jae-Hyoung Song, Hyuk-Hwan Song, Ju Won Kang, Sam Noh Hwang, Ki-Jong Rhee, Aeri Shim, Eun-Hye Hong, Yeon-Jeong Kim, Sang-Min Jeon, Sun-Young Chang, Dong-Eun Kim, Sungchan Cho, Hyun-Jeong Ko. Antiviral Activity of Oroxylin A against Coxsackievirus B3 Alleviates Virus-Induced Acute Pancreatic Damage in Mice. PloS one. 2016; 11(5):e0155784. doi: 10.1371/journal.pone.0155784. [PMID: 27195463]
  • Yoko Miyasaki, John D Rabenstein, Joshua Rhea, Marie-Laure Crouch, Ulla M Mocek, Patricia Emmett Kittell, Margie A Morgan, Wesley Stephen Nichols, M M Van Benschoten, William David Hardy, George Y Liu. Isolation and characterization of antimicrobial compounds in plant extracts against multidrug-resistant Acinetobacter baumannii. PloS one. 2013; 8(4):e61594. doi: 10.1371/journal.pone.0061594. [PMID: 23630600]
  • Guan-Cheng Huang, Jyh-Ming Chow, Shing-Chuan Shen, Liang-Yo Yang, Cheng-Wei Lin, Yen-Chou Chen. Wogonin but not Nor-wogonin inhibits lipopolysaccharide and lipoteichoic acid-induced iNOS gene expression and NO production in macrophages. International immunopharmacology. 2007 Aug; 7(8):1054-63. doi: 10.1016/j.intimp.2007.04.001. [PMID: 17570322]
  • Zai-Qun Liu, Xu-Yang Luo, Yun-Xiu Sun, Wei Wu, Chun-Ming Liu, Zhi-Qiang Liu, Shu-Ying Liu. The antioxidative effect of icariin in human erythrocytes against free-radical-induced haemolysis. The Journal of pharmacy and pharmacology. 2004 Dec; 56(12):1557-62. doi: 10.1211/0022357044869. [PMID: 15563763]
  • Myung Sun Lee, Won Keun Oh, Bo Yeon Kim, Soon Cheol Ahn, Dae Ook Kang, Cheon Bae Sohn, Hiroyuki Osada, Jong Seog Ahn. Inhibition of VHR dual-specificity protein tyrosine phosphatase activity by flavonoids isolated from Scutellaria baicalensis: structure-activity relationships. Planta medica. 2002 Dec; 68(12):1063-5. doi: 10.1055/s-2002-36351. [PMID: 12494330]